5-Nitrothiophene-2-carboxaldehyde → HCID 54253561, compound

HRID 1076660Notes

Reaction equation

HRID 1076660 reaction equation
[NH:1]([C:3]1[N:4]=[N:5][C:6]([Cl:9])=[CH:7][CH:8]=1)[NH2:2].[N+:10]([C:13]1[S:17][C:16](C=O)=[CH:15][CH:14]=1)([O-:12])=[O:11]>C(O)C>[N+:10]([C:13]1[S:17][C:16](=[N:2][NH:1][C:3]2[N:4]=[N:5][C:6]([Cl:9])=[CH:7][CH:8]=2)[CH2:15][CH:14]=1)([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 782815-Nitrothiophene-2-carboxaldehydeHCID 1007873-Chloro-6-hydrazinopyridazine

Product 1

HCID 54253561HCID 54253561, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Hydrazino-6-chloropyridazine was condensed with 5-nitro-2-thiophene-aldehyde in ethanol and the 3-(5-nitro-2-thienylidene-hydrazino)-6-chloropyridazine (m.p. 306° - 308°C. decomp.) thus obtained was cyclized in glacial acetic acid with lead tetraacetate to give 3-(5-nitro-2-thienyl)-6-chloro-s-triazolo[4,3-b]pyridazine (m.p. 215° - 217°C.) and this subsequently reacted with hydrazine hydrate in isopropanol.

Sources & evidence

ORD record
ord-856116b83241421daa92ee07655f36d4
Source dataset
uspto-grants-1976_05
Patent number
US03957766

Reaction notes

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